ethyl 2-phenylimidazo[1,2-a]pyridine-8-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-phenylimidazo[1,2-a]pyridine-8-carboxylate
• 英文别名: Ethyl (2-phenylimidazo[1,2-a]pyridin-8-yl)carboxylate
• 化学式: C₁₆H₁₄N₂O₂
• mdl: MFCD11107289
• 分子量: 266.299
• InChiKey: LQZKMQSUTWTERW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-phenylimidazo[1,2-a]pyridine-8-carboxylate 在 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 作用下， 20.0 ℃ 、10.0 MPa 条件下， 反应 18.0h， 以92%的产率得到ethyl 2-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-8-carboxylate
  参考文献：
  名称：

  手性咪唑-膦配体的铱催化剂用于乙烯基氟化物和其他烯烃的不对称加氢

  摘要：

  制备了新的手性二齿咪唑-膦配体，并进行了铱催化的烯烃不对称氢化的评估。与已知的具有恶唑和噻唑作为N-给体的铱催化剂一样，咪唑-膦连接的铱催化剂以对映异构的相同含义氢化三取代的烯烃。已显示基于咪唑的催化剂可氢化氟乙烯，在某些情况下，迄今公布的ee值最高。

  DOI：

  10.1002/adsc.200800062
• 作为产物：
  描述：

  2-氨基烟酸乙酯 、 alpha-氯乙酰苯 在 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 以56%的产率得到ethyl 2-phenylimidazo[1,2-a]pyridine-8-carboxylate
  参考文献：
  名称：

  Synthesis and antiviral activity of an imidazo[1,2-a]pyrrolo[2,3-c]pyridine series against the bovine viral diarrhea virus

  摘要：

  A series of imidazo[1,2-a]pyrrolo[2,3-c]pyridines has been prepared and evaluated for their anti-BVDV activities in MDBK cells. From the synthesized analogues bearing modifications of the substituents at positions 2, 3, 7 and 8, compounds 10a, b, 16, 24, 25 and 26 exhibited significant anti-BVDV activities. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.023

文献信息

• Condensed heterocyclic compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05498774A1

  公开（公告）日：1996-03-12

  A condensed heterocyclic compound of the general formula: ##STR1## wherein Q is a condensed heterocyclic group having a nitrogen atom in the bridgehead which is unsubstituted or substituted, X is a hydrogen atom or a group attached through C, O, S or N, and Y is an electron attractive group, or its salt which is useful as agricultural chemical.

  一种具有通用式的缩合杂环化合物：##STR1## 其中Q是具有未取代或取代的桥头氮原子的缩合杂环基团，X是通过C、O、S或N连接的氢原子或基团，Y是电子亲和基团，或其盐，可用作农药。
• Synthesis of Imidazoheterocycle-Hydrazine, -Carbamate, and Imidazocinnoline Derivatives
  作者：Mao-Lin Hu、Ri-Yuan Tang、Jing Jiao、Li Xu、Wenxu Zheng、Ping Xiong

  DOI：10.1055/s-0036-1588374

  日期：——

  Abstract Iron-catalyzed amination of imidazoheterocycles with diethyl azodicarboxylate (DEAD) under mild conditions has been developed. This strategy tolerates a wide range of functional groups to afford diverse imidazoheterocycle-hydrazines in moderate to excellent yields. Significantly, imidazoheterocycle hydrazines can be converted into imidazoheterocycle carbamates and imidazocinnolines. Iron-catalyzed

  摘要 已经开发了在温和条件下用偶氮二羧酸二乙酯（DEAD）进行铁催化的咪唑杂环杂环胺化反应。该策略可耐受各种官能团，以中等至极好的收率提供各种咪唑杂环-肼。重要的是，咪唑杂环杂环肼可以转化为氨基咪唑杂环氨基甲酸酯和咪唑啉啉。 已经开发了在温和条件下用偶氮二羧酸二乙酯（DEAD）进行铁催化的咪唑杂环杂环胺化反应。该策略可耐受各种官能团，以中等至极好的收率提供各种咪唑杂环-肼。重要的是，咪唑杂环杂环肼可以转化为氨基咪唑杂环氨基甲酸酯和咪唑啉啉。
• Heterocyclic compounds and their use as parp inhibitors
  申请人：——

  公开号：US20030134843A1

  公开（公告）日：2003-07-17

  The invention relates to compounds of formula (I), wherein; either A 1 or A 2 represents CONH 2 , and the other radical A 2 or A 1 represents hydrogen, chlorine, fluorine, bromine, iodine C 1 -C 6 alkyl, OH, nitro, CF 3 , CN, NR 11 R 12 , NH—CO—R 13 , O—C 1 -C 4 alkyl; X 1 can represent N and C—R 2 ; X 2 , independent of X 1 , can represent N and C—R 2 ; R 2 can represent hydrogen, C 1 -C 6 alkyl, C 1 -C 4 alkyl-phenyl, phenyl; B can represent an unsaturated, saturated or partially unsaturated monocyclic, bicyclic or tricyclic ring having a maximum of 15 carbon atoms, an unsaturated, saturated or partially unsaturated monocyclic, bicyclic or tricyclic ring having a maximum of 14 carbon atoms and 0 to 5 nitrogen atoms, 0 to 2 oxygen atoms or 0 to 2 sulfur atoms, which can each still be substituted with an R 4 and a maximum of 3 of the same or different radicals R 5 , and; R 1 , R 4 , R 5 , R 11 -R 13 have the meanings as cited in claim No. 1. The invention also relates to the tautomeric forms, and possible enantiomeric and diastereomeric forms of said compounds, to the prodrugs thereof and to their use as PARP inhibitors.

  本发明涉及化合物的公式（I），其中：A1或A2代表CONH2，而另一个基团A2或A1代表氢，氯，氟，溴，碘，C1-C6烷基，OH，硝基，CF3，CN，NR11R12，NH-CO-R13，O-C1-C4烷基；X1可以表示N和C-R2；独立于X1的X2可以表示N和C-R2；R2可以表示氢，C1-C6烷基，C1-C4烷基苯基，苯基；B可以表示最多具有15个碳原子的不饱和，饱和或部分不饱和的单环，双环或三环环，具有最多14个碳原子和0至5个氮原子，0至2个氧原子或0至2个硫原子的不饱和，饱和或部分不饱和的单环，双环或三环环，每个仍可用R4和最多3个相同或不同的基团R5取代；R1，R4，R5，R11-R13具有权利要求1所述的含义。本发明还涉及所述化合物的互变异构体形式，可能的对映异构体和顺反异构体形式，它们的前药和它们作为PARP抑制剂的用途。
• IMIDAZO [1, 2-A] PYRROLO [3, 2-C] PYRIDINE COMPOUNDS USEFUL AS PESTIVIRUS INHIBITORS
  申请人：Neyts Johan

  公开号：US20100093781A1

  公开（公告）日：2010-04-15

  The present invention relates to a series of novel imidazo[1,2-α]pyrrolo[3,2-c]pyridines (or also named 6H-1,3a,6-Tri-aza-αy-indacenes) and derivatives thereof, according to formula: (I); The present invention also relates to processes for the preparation of imidazo[1,2-α]pyrrolo[3,2-c]pyridines, their use as. a, medicine, their use to treat or prevent viral infections and their use to manufacture a medicine to treat or prevent viral infections, particularly infections with viruses belonging to the family of the Flaviviridae and more preferably infections with Bovine Viral Diarrhea virus (BVDV).

  本发明涉及一系列新型咪唑[1,2-α]吡咯并[3,2-c]吡啶（或称为6H-1,3a,6-三氮杂-α-吲哚烷）及其衍生物，其化学式为：（I）。本发明还涉及制备咪唑[1,2-α]吡咯并[3,2-c]吡啶的方法，其用途包括药物、治疗或预防病毒感染以及制造用于治疗或预防病毒感染的药物，特别是用于感染属于黄病毒科的病毒，更优选是感染牛病毒性腹泻病毒（BVDV）的感染。
• Imidazo [1, 2-a] pyrrolo [3, 2-c] pyridine compounds useful as pestivirus inhibitors
  申请人：Neyts Johan

  公开号：US08404707B2

  公开（公告）日：2013-03-26

  The present invention relates to a series of novel imidazo[1,2-α]pyrrolo[3,2-c]pyridines (or also named 6H-1,3a,6-Tri-aza-αy-indacenes) and derivatives thereof, according to formula: (I); The present invention also relates to processes for the preparation of imidazo[1,2-α]pyrrolo[3,2-c]pyridines, their use as. a, medicine, their use to treat or prevent viral infections and their use to manufacture a medicine to treat or prevent viral infections, particularly infections with viruses belonging to the family of the Flaviviridae and more preferably infections with Bovine Viral Diarrhea virus (BVDV).

  本发明涉及一系列新型咪唑[1,2-α]吡咯并[3,2-c]吡啶（或称为6H-1,3a,6-三氮杂-α-吲哚烷）及其衍生物，其化学式为：（I）；本发明还涉及制备咪唑[1,2-α]吡咯并[3,2-c]吡啶的方法，其用途包括作为药品，用于治疗或预防病毒感染以及用于制造治疗或预防病毒感染的药品，特别是用于感染属于黄病毒科的病毒，更具体地是用于感染牛病毒性腹泻病毒（BVDV）的病毒感染。